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Chemistry

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Also known as: Osteo d, 24r,25-dihydroxyvitamin d3, 55721-11-4, K-dr, (24r)-hydroxycalcidiol, (24r)-24,25-dihydroxyvitamin d3
Molecular Formula
C27H44O3
Molecular Weight
416.6  g/mol
InChI Key
FCKJYANJHNLEEP-XRWYNYHCSA-N
FDA UNII
460029IUDA

Secalciferol
A physiologically active metabolite of VITAMIN D. The compound is involved in the regulation of calcium metabolism, alkaline phosphatase activity, and enhancing the calcemic effect of CALCITRIOL.
1 2D Structure

Secalciferol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3R,6R)-6-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]-2-methylheptane-2,3-diol
2.1.2 InChI
InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25-,27-/m1/s1
2.1.3 InChI Key
FCKJYANJHNLEEP-XRWYNYHCSA-N
2.1.4 Canonical SMILES
CC(CCC(C(C)(C)O)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
2.1.5 Isomeric SMILES
C[C@H](CC[C@H](C(C)(C)O)O)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C
2.2 Other Identifiers
2.2.1 UNII
460029IUDA
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (24r)-24,25-dihydroxyvitamin D3

2. 24,25 Dihydroxycholecalciferol

3. 24,25 Dihydroxyvitamin D 3

4. 24,25 Dihydroxyvitamin D3

5. 24,25-dihydroxycholecalciferol

6. 24,25-dihydroxyvitamin D 3

7. 24,25-dihydroxyvitamin D 3, (3beta,5z,7e,24r)-isomer

8. 24,25-dihydroxyvitamin D3

9. 24r,25 Dihydroxycholecalciferol

10. 24r,25-dihydroxycholecalciferol

11. Dihydroxyvitamin D3, 24,25

2.3.2 Depositor-Supplied Synonyms

1. Osteo D

2. 24r,25-dihydroxyvitamin D3

3. 55721-11-4

4. K-dr

5. (24r)-hydroxycalcidiol

6. (24r)-24,25-dihydroxyvitamin D3

7. 24r,25-dihydroxycholecalciferol

8. 24(r),25-dihydroxyvitamin D3

9. 24(r),25-dihydroxycholecalciferol

10. 24,25-dihydroxyvitamin D3

11. Chebi:28818

12. 460029iuda

13. 24(r),25-(oh)2d3

14. (3r,6r)-6-[(1r,3as,4e,7ar)-4-[(2z)-2-[(5s)-5-hydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-1-yl]-2-methylheptane-2,3-diol

15. Ncgc00161328-03

16. (3s,5z,7e,24r)-9,10-secocholesta-5,7,10-triene-3,24,25-triol

17. 24,25 Dihydroxyvitamin D3

18. (24r)-24,25-dihydroxycalciol

19. Secalciferolum

20. (24r)-24,25-dihydroxyvitamin D3 / (24r)-24,25-dihydroxycholecalciferol

21. (5z,7e)-(3s,24r)-9,10-seco-5,7,10(19)-cholestatriene-3,24,25-triol

22. 40013-87-4

23. Secalciferolum [inn-latin]

24. 24, 25-dihydroxy Vitamin D3

25. Unii-460029iuda

26. Ccris 8678

27. Secalciferol [usan:inn:ban]

28. Osteo D (tn)

29. C07712

30. Ro 21-5816

31. Dsstox_cid_1260

32. Secalciferol [inn]

33. Secalciferol [jan]

34. Secalciferol [usan]

35. Schembl3597

36. Dsstox_rid_76045

37. Dsstox_gsid_21260

38. Bspbio_001409

39. Bml2-e04

40. Secalciferol (jan/usan/inn)

41. Chembl1590076

42. Dtxsid4021260

43. (24r),25-dihydroxyvitamin D3

44. Chebi:108603

45. Hms1361g11

46. Hms1791g11

47. Hms1989g11

48. Hms3402g11

49. Tox21_111989

50. Lmst03020273

51. Mfcd00941417

52. (3-beta,5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3,24,25-triol

53. (5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3beta,24,25-triol

54. 24r,25(oh)2d3

55. Zinc100051969

56. Cs-0929

57. (24r)-24,25-dihydroxycholecalciferol

58. Idi1_033879

59. 24, 25-dihydroxycholecalciferol

60. Ncgc00161328-01

61. Hy-32343

62. Cas-55721-11-4

63. 24r,25-dihydroxyvitamin D3 (secalciferol)

64. D00628

65. Q27103914

66. (24r)-24,25-dihydroxyvitamin D3, >=98% (vitamin + Pre-vitamin, Hplc)

67. 9,10-secocholesta-5,7,10-triene-3,24,25-triol, (3s,5z,7e,24r)-

68. (5z,7e,24r)-9,10-secocholesta-5,7,10(19)-triene-3b,24,25-triol

69. 9,10-secocholesta-5,7,10(19)-triene-3,24,25-triol, (3beta,5z,7e,24r)-

70. (3r,6r)-6-[(1r,3as,4e,7ar)-4-[(2z)-2-[(5s)-5-hydroxy-2-methylene-cyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-1-yl]-2-methyl-heptane-2,3-diol

71. 2,3-heptanediol, 2-methyl-6-((1r,3as,4e,7ar)-octahydro-4-((2z)-2-((5s)-5-hydroxy-2-methylenecyclohexylidene)ethylidene)-7a-methyl-1h-inden-1-yl)-, (3r,6r)-

2.4 Create Date
2005-11-20
3 Chemical and Physical Properties
Molecular Weight 416.6 g/mol
Molecular Formula C27H44O3
XLogP35
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass416.32904526 g/mol
Monoisotopic Mass416.32904526 g/mol
Topological Polar Surface Area60.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity688
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Bone Density Conservation Agents

Agents that inhibit BONE RESORPTION and/or favor BONE MINERALIZATION and BONE REGENERATION. They are used to heal BONE FRACTURES and to treat METABOLIC BONE DISEASES such as OSTEOPOROSIS. (See all compounds classified as Bone Density Conservation Agents.)


Calcium-Regulating Hormones and Agents

Hormones and molecules with calcium-regulating hormone-like actions that modulate OSTEOLYSIS and other extra-skeletal activities to maintain calcium homeostasis. (See all compounds classified as Calcium-Regulating Hormones and Agents.)


Vitamins

Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body. (See all compounds classified as Vitamins.)


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